Holiday rentals with a patio in Fayette County

Spring Street Loft by Rupp-Covered Parking + Deck

Brand new 2nd-level loft with free covered parking spot beneath, a huge deck and outdoor dining option. Directly across Maxwell St. from Rupp Arena's parking lot-you can't get any closer! This single unit building was built on stilts to maximize outdoor space and downtown views. Your perfect oasis in the middle of the action includes a full kitchen, laundry room, bathroom, living area and Smart TV. Come for a concert or stay awhile, you'll have everything you need during your trip to Lexington!

Cottage w/Jacuzzi - centrally located, comfy beds!

Keep it simple at this peaceful and centrally-located house with hot, clean jacuzzi year-round (jets are old!). Comfy beds, cozy linens and a good sleep are the hallmark of our BnB. The focus is family, friends & interacting through good ol’ conversation. Plenty of room in kitchen for good meals! Lots of books in the library for a good read and art from local artists - all for sale. Close to downtown, campus, NOLI District and I-75 / I-64. Great stay for traveling professionals, nurses/doctors.

Good times on Woodbine! Close to UK/Downtown.

Fully renovated home in the southland neighborhood which provides 4 bedrooms (2 kings, 2 queens) and 2 ½ baths. Additionally, the first floor offers a spacious living and dining room, den and a new kitchen which includes all the essentials to make your visit a pleasant one. Centrally located and minutes to downtown, UK Campus, Kroger Field, hospitals, and the Distillery District. Plus, it is just 10 minutes from historic Keeneland and the airport. Premises ID/Local Registration #15082967-1

Newly renovated upscale house with high ceilings

Get away and cozy in at this clean and comfortable two bed, two bath private home centrally located in a convenient, quiet neighborhood less than a five-minute walk to Kroger, restaurants, coffee, and a yoga studio. Easily accessible to Fayette Mall and UK by car. Fully equipped kitchen for cooking meals, reclining sofa for relaxing, 65" TV, books and games. One new Sealy king bed and a bunk bed with one double and two twin mattresses (one trundle). Washer and dryer available for your use.

*Two Bed Luxury TH| Fenced in backyard*

Relax with the whole family in this peaceful 2 Bedroom townhome. This townhome was fully renovated and converted with all brand new furnishings. It is perfect to catch a UK Football/Basketball game, Enjoy the day at Keeneland, or stay long term while in town working. It is centrally located on a nice, quiet street (2) mins from Downtown Lexington. It is 0.5 miles to St. Joseph Hospital, 1.9 miles to UK Hospital, 1.9 miles to Kroger Field, 2.5 miles to Rupp Arena and 5.5 miles to Keeneland.

Penthouse @ 175 LEX -Walk to Rupp Arena on Main St

Offering unparalleled 270-degree views of Downtown Lexington on Main Street with a private balcony! The Penthouse is newly constructed featuring a full kitchen with quartz countertops & breakfast bar, dining table, balcony, 3 bedrooms each with queen-sized beds, two bathrooms, full living room with two sleeper sofas and private washer/dryer. Located in the heart of Lexington, walkable to Rupp Arena, Keeneland and Carson's, there isn't a more convenient spot to stay close to the action!

Cottage Circle Home

This charming home is nestled in a cozy neighborhood, offering a serene atmosphere and a strong sense of community. Conveniently located, it boasts easy access to a variety of restaurants, catering to different tastes and cuisines, just a short stroll away. Keeneland Racetrack, a track that runs in the fall and spring months, is only 8 minutes from the driveway! Additionally, a nearby grocery store ensures that daily essentials are within reach. Cottage Circle is waiting for YOU! ☺️

Cozy Kenwick Bungalow in the Heart of Lexington

Welcome to your home away from home in Kenwick, one of Lexington's favorite neighborhoods! This classic bungalow has 3 bedrooms (queen beds in 2 rooms and 2 twin beds in another room) plus a bright basement room with a sleeper sofa. Sit outside on the covered front porch or sit on the back deck and enjoy the fenced in yard. Kenwick is centrally located and is an easy drive to many popular destinations including downtown, UK, the bourbon trail, the Kentucky Horse Park, and Keeneland.

Cozy studio with private pool and firepit

Welcome to our charming studio apartment located above our detached garage with a private pool. Whether you're looking for a relaxing getaway or a convenient base to explore the city, our cozy studio has everything you need. Close to the following locations: Fayette mall 1.9 miles Bluegrass airport 4.5 miles University of Kentucky 4.6 miles Keeneland 5.1 miles Manchester Music Hall 5.7 miles Rupp Arena 6.4 miles Lexington Opera House 6.5 Please no smoking in the room.

"The Kearney" BRIGHT MODERN STAY w/ Yard - 3BR

Newly renovated home in the beautiful 'Kearney Hall' neighborhood, primely located off the 64/75 intersection. This home is a perfect 'trifecta' between Lexington, Louisville, & Cincinnati! Situated only 8 minutes from the KY Horse Park, 15 minutes from Downtown Lexington and Keeneland Racecourse. This quaint home blends cozy with natural, modern elements for a pleasant stay. Bring your crew to experience a day at the tracks, a bourbon tour, or a KY family getaway!

El Retro- Mid Century Ranch near Horse Park & Rupp

Welcome to “El Retro.” Unwind in this comfortable Mid-Century Modern Home with a dedicated office space. When it’s time to relax, sit back on a comfy leather couch, watch your favorite shows or movies on a Smart TV, or cook delicious meals in our fully stocked kitchen. Don't worry about cleaning up after your stay! Our cleaners will take care of everything! Pet fee is an additional $150, due to extra cleaning! Premises ID/Local Registration #15085095-1

Luxurious 1-bedroom with free parking on premise

Historical home located in the heart of Lexington, Kentucky. Few minute walk to Woodland Park, Kroger, Starbucks, bars, and restaurants. Gas station right around the corner. A convenient 3 minute drive and you're in the middle of downtown Lexington. Rupp Arena (1 mi), Kroger Field (1.5 mi), Keeneland (7 mi), Kentucky Horse Park (10 mi), Buffalo Trace Distillery (26 mi). 1GB fiber optic wifi. (This home is a duplex.)